4-iodo-2,3,5,6-tetrafluoropyridine

Base Information

• Chemical Name: 4-iodo-2,3,5,6-tetrafluoropyridine
• CAS No.: 16297-19-1
• Molecular Formula: C5F4IN
• Molecular Weight: 276.96
• Hs Code.: 2933399990
• Mol file: 16297-19-1.mol

Synonyms:4-iodo-2,3,5,6-tetrafluoropyridine

Chemical Property of 4-iodo-2,3,5,6-tetrafluoropyridine

Chemical Property:

• Boiling Point: 193.7±35.0 °C(Predicted)
• PKA: -12.34±0.28(Predicted)
• PSA: 12.89000
• Density: 2.278±0.06 g/cm3(Predicted)
• LogP: 2.24260
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

2,3,5,6-Tetrafluoro-4-iodopyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-iodo-2,3,5,6-tetrafluoropyridine

There total 12 articles about 4-iodo-2,3,5,6-tetrafluoropyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

4-(2,3,5,6)-tetrafluoropyridylphosphonium tetrafluoroborate (1362969-55-8) → 2,3,5,6-tetrafluoropyridin-4-yliodine (16297-19-1)

Guidance literature:

With iodine; sodium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.jfluchem.2011.10.001

Reference yield: 47.0%

Pentafluoropyridine (700-16-3) → 2,3,5,6-tetrafluoropyridin-4-yliodine (16297-19-1)

Guidance literature:

With sodium iodide; In N,N-dimethyl-formamide; at 150 ℃; for 45h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201900334

Reference yield: 41.0%

2,3,5,6-tetrafluoropyridine (2875-18-5) → 2,3,5,6-tetrafluoropyridin-4-yliodine (16297-19-1)

Guidance literature:

2,3,5,6-tetrafluoropyridine; With n-butyllithium; In tetrahydrofuran; hexane; for 2.5h; Inert atmosphere; Schlenk technique;

With iodine; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.7b02267

upstream raw materials:

Pentafluoropyridine

sodium iodide

hydrogen iodide

4-hydrazino-tetrafluoropyridine

Downstream raw materials:

1-(2,3,5,6-tetrafluoropyridyl)-2-(1-hydroxycyclohexyl)ethyne

1-(2,3,5,6-tetrafluoropyridyl)-2-(1-aminocyclohexyl)ethyne

1-(2,3,5,6-tetrafluoropyridyl)-2-phenylethyne

Refernces

• 1、 Bulfield, David,Huber, Stefan M.. "Synthesis of Polyflourinated Biphenyls; Pushing the Boundaries of Suzuki-Miyaura Cross Coupling with Electron-Poor Substrates". . p. 13188 - 13203. Retrieved 2017/12/26.
• 2、 Abo-Amer, Anwar,Frohn, Hermann-Josef,Steinberg, Christoph,Westphal, Ulrich. "From hypervalent xenon difluoride and aryliodine(III) difluorides to onium salts: Scope and limitation of acidic fluoroorganic reagents in the synthesis of fluoroorgano xenon(II) and iodine(III) onium salts". . p. 1311 - 1323. Retrieved 2008/12/21.